76.Asymmetric, Protecting-Group-Free Total Synthesis of (+)-Caribenol A
Jing-Chun Han, Dr. Lian-Zhu Liu, Prof. Dr. Chuang-Chuang Li,*, Prof. Dr. Zhen Yang,*
• Highlighted in Synfacts, 2013, 9(8)3, 809
Caribenol Queen: A new asymmetric, protecting-group-free synthesis of the marine tetracyclic diterpenoid (+)-caribenol A (1) has been achieved. The enantioselective synthesis employed (S)-methyl 1-methyl-2-oxocyclopent-3-enecarboxylate as a chiral scaffold, and an intramolecular Diels–Alder (IMDA) reaction of substrate 3 afforded the [5.7.6] tricyclic core in compound 2.
